Cheap flights from New York to Chicago from $94
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
Cheapflights Tip: The best prices from New York to Chicago are usually found in September or January, booked 35 days in advance, depart on a Sunday or Tuesday and return on a Tuesday
Cheap flight deals from New York to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 13 June 2025.
Round-trip from | $210 |
---|---|
One-way from | $94 |
Popular in | December |
Cheapest in | September |
Average price | $411 |
Good one-way deal | $144 or less |
Find flight deals from New York to Chicago
Cheapest flights from New York to ChicagoExplore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 June 2025.
Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 June 2025.
Cheapflights Fare Finder
Customise your flight search to find flights from New York to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 13 June 2025.
Use the filters below to find and compare flights from New York to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
NewarkChicago
EWR - ORD
EWRORD
Newark
Tue 8/7
19:54-21:36
Nonstop2h 42m
Chicago O'Hare Intl
Wed 16/7
06:00-09:13
Nonstop2h 13m
NewarkChicago
EWR - ORD
EWRORD
Newark
Tue 8/7
09:46-12:50
1 stop4h 04m
Chicago O'Hare Intl
Tue 8/7
17:20-23:13
1 stop4h 53m
NewarkChicago
EWR - ORD
EWRORD
Newark
Tue 8/7
05:00-06:37
Nonstop2h 37m
Chicago O'Hare Intl
Tue 15/7
10:00-22:56
1 stop11h 56m
NewarkChicago
EWR - ORD
EWRORD
Newark
Mon 11/8
06:59-08:37
Nonstop2h 38m
Chicago O'Hare Intl
Fri 15/8
20:30-23:59
Nonstop2h 29m
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 16/7
11:45-17:27
1 stop6h 42m
Chicago O'Hare Intl
Thu 31/7
18:23-10:42
1 stop15h 19m
NewarkChicago
EWR - ORD
EWRORD
Newark
Sat 4/10
21:33-23:10
Nonstop2h 37m
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 9/7
09:00-10:39
Nonstop2h 39m
NewarkChicago
EWR - ORD
EWRORD
Newark
Fri 31/10
19:33-21:25
Nonstop2h 52m
NewarkChicago
EWR - ORD
EWRORD
Newark
Fri 22/8
19:05-23:56
1 stop5h 51m
NewarkChicago
EWR - ORD
EWRORD
Newark
Mon 13/10
19:29-06:21
1 stop11h 52m
Best time to book a flight from New York to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from New York with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from New York to Chicago
How far ahead should I book a flight from New York to Chicago?
Use this chart to determine the optimal time to book a return flight from New York to Chicago. Price data was last updated on 9 June 2025.
The best time to book flights from New York to Chicago is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest time of day to fly from NYC to CHI?
Find hourly flight availability from New York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 13 June 2025.
When flying from New York to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 86% versus a flight in the afternoon.
Weekly flight availability from New York to Chicago
Explore weekly flight availability from New York to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 13 June 2025.
The most flights from NYC to CHI are scheduled on a Thursday (188 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (74 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 13 June 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta and United Airlines from New York to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
James,Apr 2025
LAX - SFO
Related info for your journey
Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for New York to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from New York to Chicago?
Cheapflights makes it easy to find New York to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?
Cheapflights helps you find that perfect flight to Chicago from New York by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from New York to Chicago with no change fees?
Yes, we can. To see specific flights from New York to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from New York today and book when prices fit your budget.